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Caribbean Accommodation: Most Popular Cities to Stay

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Montego Bay

Montego Bay

Check availability on Caribbean Business Hotels

Our top choices for Caribbean business-friendly hotels

Outdoor pool

S Hotel Kingston

S Hotel Kingston
4.5 star property
New Kingston
9.4 out of 10, Exceptional, (1,691 reviews)
"Best place to stay in Kingston!"
Mexico
Alejandro
The price is Rp3.364.956
Rp4.332.959 total
includes taxes & fees
3 Jul - 4 Jul
S Hotel Kingston
Lobby lounge

Dominican Fiesta Hotel

Dominican Fiesta Hotel
4.0 star property
Los Cacicazgos
8.2 out of 10, Very good, (2,801 reviews)
The price is Rp1.494.342
Rp1.912.758 total
includes taxes & fees
2 Jul - 3 Jul
Dominican Fiesta Hotel
Lobby

Hyatt Regency Trinidad

Hyatt Regency Trinidad
4.5 star property
Downtown Port of Spain
9.2 out of 10, Wonderful, (1,046 reviews)
"I love the outdoor dining and staff very friendly and very helpful."
United States
Persaud
The price is Rp3.489.584
Rp4.239.844 total
includes taxes & fees
3 Jul - 4 Jul
Hyatt Regency Trinidad
View from room

Knutsford Court Hotel

Knutsford Court Hotel
4.0 star property
New Kingston
7.6 out of 10, Good, (1,000 reviews)
"The property is just wonderfull."
United States
Neil
Knutsford Court Hotel
On the beach, white sand, sun-loungers, beach umbrellas

Radisson Aquatica Resort Barbados

Radisson Aquatica Resort Barbados
4.0 star property
Garrison Historic Area
7.6 out of 10, Good, (1,001 reviews)
"Everything was great, the staff were excellent. "
United States
WATTIE
Radisson Aquatica Resort Barbados
42-inch plasma TV with cable channels, TV, pay films

Sheraton Santo Domingo Hotel

Sheraton Santo Domingo Hotel
4.0 star property
Gascue
8.8 out of 10, Excellent, (1,004 reviews)
"Stunning hotel. Staff were helpful and professional."
United Kingdom
Gary
The price is Rp2.081.898
Rp2.664.829 total
includes taxes & fees
27 Jun - 28 Jun
Sheraton Santo Domingo Hotel
Deluxe Studio | Living area | 42-inch flat-screen TV with cable channels, TV

Weston Suites & Hotel

Weston Suites & Hotel
3.5 star property
Downtown Santo Domingo
7.6 out of 10, Good, (1,000 reviews)
"Good breakfast"
United States
Michael
The price is Rp1.209.280
Rp1.547.900 total
includes taxes & fees
21 Jun - 22 Jun
Weston Suites & Hotel
Meeting facility

TRYP by Wyndham Isla Verde

TRYP by Wyndham Isla Verde
3.5 star property
Isla Verde
8.4 out of 10, Very good, (1,574 reviews)
"Great location close to everything."
United States
Denise
The price is Rp3.347.051
Rp4.268.603 total
includes taxes & fees
29 Jun - 30 Jun
TRYP by Wyndham Isla Verde
Outdoor pool, open 7:00 AM to 9:00 PM, pool loungers

Embassy Suites by Hilton Santo Domingo

Embassy Suites by Hilton Santo Domingo
4.0 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (1,064 reviews)
"Excellent location, friendly staff, great accommodations."
United States
Willie
The price is Rp2.643.894
Rp3.384.185 total
includes taxes & fees
4 Jul - 5 Jul
Embassy Suites by Hilton Santo Domingo
2 bars/lounges, poolside bar

The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites
4.0 star property
New Kingston
9.2 out of 10, Wonderful, (1,002 reviews)
"The ambiance at the Courtleigh Hotel and Suites is unl"
United States
Charmaine
The price is Rp3.403.102
Rp4.239.976 total
includes taxes & fees
21 Jun - 22 Jun
The Courtleigh Hotel and Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Caribbean Hotel Reviews

The Royal at Atlantis

The Royal at Atlantis

10/10 Excellent
"Access to the water park from this hotel was ideal. Always something to do there. You will not get bored. However, food is extremely expensive with a 10% tax and automatic 15% tip even for fast food options. There are grocery stores near by but they are still expensive. The food wasn’t that great and we tried many restaurants there."
Erin 6-night trip
Posted 1 hour ago
The Royal at Atlantis

Frequently asked questions

Why book your business-friendly hotel in Caribbean with Expedia?
At Expedia, our job is to help you track down the perfect stay at the right price. From deluxe, corporate-friendly escapes to affordable motor inns filled with conveniences, you'll have your next work trip organised in a few quick clicks.
How can I find cheap business-friendly hotels in Caribbean?
Click on the "business friendly" filter, listed under the "traveller experience" heading, to find cheap business-friendly hotels in Caribbean. Then refine your search by your budget and preferred hotel star rating. Looking for stays outside the city centre is another good way to save.